Réaction #4313

Équation de réaction

N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-2-propanamine

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

→

white crystalline solid

Rendement 67.3%

N'-[2-(Diethylamino)ethyl]-N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-N-(1-methylethyl)urea

Rendement 67.3%

Solvants

tetrahydrofuran

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed overnight
2. 2
   AutreThe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in 800 ml of a 50/50 mixture of methylene chloride-ether
4. 4
   ExtractionThe organic solution was extracted with water
5. 5
   Séchagewas dried over magnesium sulfate
6. 6
   AutreThe solvent was removed in vacuo
7. 7
   Autreto give an oil
8. 8
   AutreThis was crystallized from ether-hexane

Mode opératoire

A solution of 4.54 g (0.28 mole) of 1,1'-carbonyldiimidazole and 2.90 g (0.025 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.89 g (0.0229 mole) of N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed overnight. The solvent was removed in vacuo, and the residue was dissolved in 800 ml of a 50/50 mixture of methylene chloride-ether. The organic solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. This was crystallized from ether-hexane to give 6.16 g (67.3%) of white crystalline solid; m.p. 39.5°-42° C.

Source